Entrepreneurship Program Director (Caribbean Based)

ABOUT USAs one of the largest entrepreneurship networks globally, Bridge for Billions creates, designs, and manages entrepreneurship programs with foundations, corporations, and public entities that have benefited more than 6,000 entrepreneurs in more than 100 countries. We exist to enable more early-stage entrepreneurs of all kinds to thrive, generating jobs and solutions for everyone, so our economies sustainably meet the needs of all.Bridge for Billions, recognized by Forbes 30 Under 30, Ashoka, and Acumen, has worked with more than 100 organizations such as Coca-Cola, Novartis, VISA, and institutions such as the United Nations or IDB Lab in the development of large-scale entrepreneurship programs. In 8 years, Bridge has grown to a team of more than 50 people from nearly 25 nationalities, with headquarters in Madrid, where most of our team is based; an emerging LatAm HQ in Antigua, Guatemala, with a few team members; and a few people based in different places around the world.JOB MISSIONThe Program Director will lead the strategic and operational delivery of Conecta Caribbean, an ecosystem-building program that is part of CaribEquity—a multi-country initiative co-funded by IDB Lab and implemented by Bridge for Billions. The program aims to strengthen early-stage Entrepreneurship Support Organizations (ESOs) across the Caribbean, helping them become catalysts for inclusive growth, innovation, and sustainable development.The mission of Conecta Caribbean is to build a more connected, collaborative, and resilient entrepreneurial ecosystem—one that empowers local ESOs with the tools, networks, and knowledge to better serve entrepreneurs and communities.As the Program’s strategic lead, the Director will act as both visionary and connector—overseeing implementation end-to-end while serving as the face of the initiative across the region. You will drive collaboration between diverse ecosystem actors, foster trust among ESOs, and ensure that every activity—from training programs and incubation cycles to pitch competitions and community advocacy—contributes to a thriving regional innovation landscape.This is a rare opportunity to shape the future of entrepreneurship in the Caribbean, leading a pioneering effort that will set new standards for collaboration, inclusion, and impact across the region.Learn more about CaribEquity here.ROLES & CONTRIBUTIONS 1. Strategic LeadershipDefine, guide, and oversee the program’s strategy, ensuring alignment with objectives, donor expectations, and Bridge for Billions’ mission.Serve as the primary point of contact with IDB Lab, maintaining clear, transparent, and trusted communication.Design and manage the implementation roadmap, milestones, and key performance indicators.Represent Conecta Caribbean in public forums, regional summits, and media engagements as a credible voice of entrepreneurship and innovation.Ensure coherence and collaboration among regional partners, consultants, and institutional allies.2. Stakeholder Engagement & Ecosystem BuildingLead the selection and engagement of ESOs across the Caribbean, ensuring inclusivity, diversity, and alignment with program goals.Act as the main liaison with Caribbean ESOs, ecosystem builders, and local innovation leaders.Facilitate collaboration, peer learning, and exchange among ESOs through community events, ESO Cafés, and Labs.Collaborate with local advisors and ecosystem champions to gather feedback, promote alignment, and maintain the program’s regional credibility.3. Program OversightOversee the full lifecycle of program components—including ESO training modules, strategic masterclasses, incubation cycles, and regional pitch competitions.Support scouting and onboarding of ESOs and other partners.Monitor KPIs, impact metrics, and reporting systems to ensure data-driven decision-making.Manage the program’s budget, disbursements, and financial compliance in coordination with finance and operations teams.4. Team Leadership & CultureSupervise and mentor the Program Manager and ad-hoc consultants, fostering a collaborative, high-performing environment.Promote shared learning and transparent communication across the program team.Embed regional knowledge, diversity, and inclusion in all decision-making processes.Ensure internal systems and processes support efficiency, quality, and long-term sustainability.SKILLS AND EXPERIENCE NEEDED 4+ years of experience leading multi-country or regional development, innovation, or entrepreneurship programs.Proven knowledge of and engagement with Caribbean entrepreneurship ecosystems.Strong strategic, organizational, and leadership skills, with the ability to coordinate across cultures and contexts.Demonstrated experience in ecosystem building, innovation, and economic development.Excellent communication and facilitation abilities, with a track record of engaging diverse stakeholders.Fluency in English required; proficiency in French or Spanish is a strong asset.Experience working in regional or donor-funded programs (especially with multilateral partners) is a plus.Skills we look for all Bridge team membersPurpose Driven: This position aligns with your life's purpose, the impact you wish to make, and the person you want to become.Values Aligned: You embody our core values of Courage, Grit, Empathy, and Gumption.Startup Mindset: You're collaborative, entrepreneurial, and willing to take responsibility for your work outcomes, operating effectively even when working alone.Proactive & Empathetic: You take initiative, are results-driven, and empathetic in all your interactions with team members, entrepreneurs, mentors, and partners.Emotionally Intelligent: You have a deep understanding of people’s needs and expectations and can build trust and engagement quickly.Passionate & Curious: You are passionate about your work and have a lifelong desire to learn.Resilient: You have a growth mindset and the resilience to overcome challenges, understanding that systemic change requires hard work.Effective Communicator: You have proven experience in resolving problems and communicating complex ideas clearly to diverse groups in a fast-paced environment.RECRUITMENT PROCESSApply: Submit your application.Initial Chat: A brief conversation to discuss your interest and understand the role.Business Case: You'll receive a challenge to complete within a set time frame.Technical Interview: If your challenge is satisfactory, we'll discuss it further and assess your technical skills.Mutual Interview: An open discussion where you can ask us any questions to ensure our company is the right fit for you.References: With your consent, we'll contact two of your references for feedback.Offer: If all goes well, you'll receive a job offer from us.OFFER AND LOCATIONCompensation of USD $45,000- $60,000 annually (gross), paid in USD, based on location, experience and profile.Location: Must be based in one of the 15 Caribbean countries (Antigua and Barbuda, The Bahamas, Barbados, Belize, Commonwealth of Dominica, Dominican Republic, Grenada, Guyana, Haiti, Jamaica, St. Kitts and Nevis, Saint Lucia, St. Vincent and the Grenadines, Suriname, and Trinidad and Tobago).Starting Date: As soon as we find the right candidatePosition Type: This is a full-time position.Type of contract:Project-based contract for 1 year initially, renewable.IMPACT & TEAMOur Vision: We're set on reshaping the entrepreneurship landscape to be more just, inclusive, and effective.Make a Real Impact: Join us in aiding entrepreneurs worldwide. As a part of our team, you'll be at the heart of a rapidly evolving social enterprise.Team Dynamics: We're a passionate, international crew with a shared mission. See what our team members are saying on Glassdoor.Company Values: Our four pillars are Gumption, Courage, Grit, and Empathy.